6-Isobutyl-4-methoxy-pyridine-2-carboxylic acid → 4-[5-(6-Isobutyl-4-methoxy-pyridin-2-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenol

HRID 2037361Notes

Reaction equation

HRID 2037361 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([C:11]([OH:13])=O)[CH:8]=[C:7]([O:14][CH3:15])[CH:6]=1)[CH:2]([CH3:4])[CH3:3].[OH:16][C:17]1[C:26]([CH3:27])=[CH:25][C:20]([C:21]([NH:23]O)=[NH:22])=[CH:19][C:18]=1[CH3:28]>>[CH2:1]([C:5]1[N:10]=[C:9]([C:11]2[O:13][N:23]=[C:21]([C:20]3[CH:25]=[C:26]([CH3:27])[C:17]([OH:16])=[C:18]([CH3:28])[CH:19]=3)[N:22]=2)[CH:8]=[C:7]([O:14][CH3:15])[CH:6]=1)[CH:2]([CH3:3])[CH3:4]

Participants

3

Procedure

The title compound is prepared in analogy to Example 2 starting from 6-isobutyl-4-methoxy-pyridine-2-carboxylic acid and 4,N-dihydroxy-3,5-dimethyl-benzamidine; LC-MS: tR=1.01 min, [M+H]+=354.28; 1H NMR (CDCl3): δ 0.99 (d, J=6.8 Hz, 6H), 2.19-2.28 (m, 1H), 2.35 (s, 6H), 2.78 (d, J=7.5 Hz, 2H), 3.98 (s, 3H), 4.96 (s, 1H), 6.85 (d, J=2.3 Hz, 1H), 7.70 (d, J=2.3 Hz, 1H), 7.88 (s, 2H).

Sources & evidence

ORD record
ord-8134c913363c4d05a786f03aeead9090
Source dataset
uspto-grants-2013_11
Patent number
US08575200B2

Reaction notes

Loading…